BOSSY
Join Tara Reed for a no-BS conversation about entrepreneurship, confidence and leaning into your inner boss. Each episode Tara puts on her boldest outfits and offers tactics and unapologetic advice with the help of other entrepreneurs—from the big names you love to those who head up your favorite brands. New episodes drop every Thursday. Follow @bossy_show for more.
Episodes
Tara reads and answers some of the most pressing questions from Redditors seeking entrepreneurship advice. How do you become a successful entrepreneur as an introvert? Is AI actually going to take over everything? Can you become a successful business leader without vision?
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June 19, 2025 • 13 mins
Tara reviews the leaked emails of some of the leading figures in tech and shares her candid reactions, thoughts, and insights on each. From Elizabeth Holmes’ daily schedule to Elon Musk’s rage email to Sam Bankman-Fried’s unhinged musings, these are some emails you don’t want to miss.
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June 11, 2025 • 10 mins
Is Clear about to fail? What was once a thriving business valued at $5 billion with only the TSA as a competitor, is now facing several technological and economic challenges that threaten to render their business irrelevant. But Tara sees reason that Clear Security might survive anyway. Do you agree?
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March 27, 2025 • 38 mins
In this episode, Tara sits down with CEO and founder of Millionaire Mindset Mastery and certified hypnotherapist Abi Levine to talk about the physics behind manifestation, and how to shift your mindset around your business, your money, and yourself.
💌 Want to get all of Tara’s resources? Subscribe: https://www.morningbrew.com/bossy-show/subscribe
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March 20, 2025 • 36 mins
In this episode, Tara talks with Cameo founder and CEO Steven Galanis about drumming up creative marketing campaigns, generating viral PR, and harnessing the inherent power of your brand in unique and attention-grabbing ways.
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March 13, 2025 • 40 mins
In this episode, Tara talks with SoulCycle CEO Evelyn Webster about the raw passion, drive, and genius she channeled in order to turn the company’s culture and reputation around after bad press and a global pandemic.
💌 Want to get all of Tara’s resources? Subscribe: https://www.morningbrew.com/bossy-show/subscribe
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March 6, 2025 • 38 mins
In this episode, Tara catches up with Gabby Bernstein, author of the NYT bestseller 'Self Help: This Is Your Chance to Change Your Life' and host of the 'Dear Gabby' podcast. The ladies dive into the pros & cons of Tara's report card system (for work and in dating), why you should tell people what you really want and how to stop chasing unavailable partners.
💌 Want to get all of Tara’s resources? Subscribe: https://www.morningbre...
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February 27, 2025 • 37 mins
In this episode, Tara talks with founder and fashion designer Rebecca Minkoff to talk about the reality of being an entrepreneur and partner, the early mistakes she made in building her business, and why she worries that female leaders may be too victimizing of themselves.
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December 19, 2024 • 33 mins
Erika Brown is a real estate investor, agent, and serial entrepreneur who is working to close the wealth gap by teaching Black and Brown communities how to build a passive income by investing in property. In this episode, Tara and Erika discuss how much you actually need in order to start investing in real estate, and what they wish they’d known before starting to buy properties.
00:00 Intro
00:15 “House Hacking”
04:16 Good housi...
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December 12, 2024 • 32 mins
Allison Ellsworth is the founder, chief brand officer, and creative marketing genius behind Poppi—the prebiotic soda brand that boasts more than 2 billion likes across social media platforms. In this episode, Allison shares with Tara her top tips on how to grow your brand by making authentic, hooky, and engaging social content.
00:00 Intro
01:37 How Poppi’s social media took off
06:50 Poppi’s social mentality
11:12 The art of the...
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December 5, 2024 • 33 mins
Codie Sanchez, author of Main Street Millionaire, is an expert in the art of buying, investing in, and starting businesses, and has made millions doing so. In this episode, Codie talks to Tara about her evolving relationship with risk-taking, the pros and cons of buying a business vs. starting one, and her best advice for buying your first business.
00:00 Intro
02:45 The difference between buying a business vs starting from scratc...
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November 21, 2024 • 31 mins
Bozoma Saint John has had a storied corporate career leading immense marketing projects at Pepsi, Apple, Uber, and Netflix. Now, she is making the pivot to reality TV, joining season 14 of The Real Housewives of Beverly Hills, as well as launching her new company Eve by Boz. In this episode, Bozoma talks with Tara about how she knows when it’s time to make a pivot, her secret to honing her intuition.
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November 14, 2024 • 40 mins
Anne Chow was the first woman of color to lead AT&T Business in the company’s 140+ year history, and while she was CEO she led the company with grace through one of the biggest crises in the world—a global pandemic. In this episode, Anne talks with Tara about how to lead bigger at your company and navigate crisis with vulnerability, inclusivity, and inspiration, and why leadership is more of a choice than a quality.
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November 7, 2024 • 45 mins
In the 80s and 90s Kathy Ireland was a household name and top supermodel, but secretly her passion had always been entrepreneurship. Today, Kathy Ireland Worldwide (kiWW) is one of the top female-owned licensing businesses in the US. In this episode, Kathy tells Tara about her lessons in rejection, experimentation, and following your passion when it comes to starting a business and building an empire.
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October 31, 2024 • 33 mins
What’s the big swing that you’ve been too afraid to take? For our guest this week, Julia Haart, taking big swings and making bold moves is a way of life. In this episode, Julia talks to Tara about what it takes to follow the ideas that scare you, how to keep yourself accountable when running your business, and why she’d never go into business with a romantic partner again.
00:00 Intro
01:40 What Julia’s realized about fear
04:30 ...
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October 24, 2024 • 63 mins
How much should you rely on intuition vs. data when growing your business? Angelica Nwandu, founder of The Shade Room, breaks down how she grew a single Instagram account into a digital media powerhouse with over 30 million followers. She shares insights into how The Shade Room shapes its content strategy and her hot takes on celebrity founders like Kylie Jenner and Beyoncé. We dive into the most important metrics for new founders ...
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October 17, 2024 • 24 mins
Consistency isn’t just for logos. Jillian Michaels, fitness expert and entrepreneur, joins BOSSY to talk about the power of consistent branding in building long-term success. From resisting fleeting trends to delivering on “sexy promises” that keep customers coming back, Jillian shares how she’s remained true to her brand while evolving in the fitness industry.
💌 Want to get all of Tara’s resources? Subscribe: https://www.morning...
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October 10, 2024 • 22 mins
How do you scale your business into an empire? UFC President and CEO Dana White joins us to talk about the importance of finding and recruiting great hires, and how his "hire slow, fire fast” philosophy manifests in the UFC. Dana breaks down how he found cash to scale his business, and the ways his vision for the future of the UFC have helped him grow it to a billion-dollar business
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October 3, 2024 • 34 mins
Lo Bosworth joins us for a conversation about building her business, Love Wellness, and how she's successfully built a niche business without getting crushed by bigger competitors.What’s the secret to being small and thriving? Lo Bosworth (Founder of Love Wellness & Reality TV Star) joins this week’s conversation. Building a business isn’t just about scaling fast or chasing competitors—it’s about starting niche, focusing on what ma...
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September 26, 2024 • 32 mins
We dive deep with Tamron Hall, award-winning host of The Tamron Hall Show, to uncover why ignoring feedback might be the key to unlocking your greatest potential. Tamron shares personal stories from her career as a news correspondent, Daytime Emmy-winning host, and author that reveal when it’s time to throw out feedback—and when to listen. If you’ve ever been torn between following your instincts vs. listening to others, this trans...
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